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Sigma-Aldrich

Nα-Acetyl-L-lysine

≥98% (TLC), suitable for ligand binding assays

Synonym(s):

N2-acetyl-L-lysine

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About This Item

Linear Formula:
H2N(CH2)4CH(NHCOCH3)CO2H
CAS Number:
1946-82-3
Molecular Weight:
188.22
EC Number:
217-747-5
MDL number:
MFCD00008233
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24890614
NACRES:
NA.26

product name

Nα-Acetyl-L-lysine,

Assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

colorless to white

mp

256-258 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H](CCCCN)C(O)=O

InChI

1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1

InChI key

VEYYWZRYIYDQJM-ZETCQYMHSA-N

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Application

Nα-Acetyl-L-lysine has been used as a substrate for lysyl oxidase for synthesis of authentic α-aminoadipic semialdehyde (AAS)-p-aminobenzoic acid (ABA). It may be used in the synthesis of amino acid adducts of 4,4′-Methylenediphenyl diisocyanate (MDI).

Biochem/physiol Actions

Nα-Acetyl-L-lysine is a biologically available N-terminal capped form of the proteinogenic α amino acid L-lysine. Nα-Acetyl-L-lysine is a substrate used to study and characterize lysyl oxidase(s).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yael Belo et al.
Biochimica et biophysica acta. General subjects, 1863(9), 1343-1350 (2019-06-07)
The signal transducer and activator of transcription 3 (STAT3) protein is activated by phosphorylation of a specific tyrosine residue (Tyr705) in response to various extracellular signals. STAT3 activity was also found to be regulated by acetylation of Lys685. However, the
Wenhui Ren et al.
Scientific reports, 7, 39986-39986 (2017-01-04)
As members of bromodomain and extra-terminal motif protein family, bromodomain-containing proteins regulate a wide range of biological processes including protein scaffolding, mitosis, cell cycle progression and transcriptional regulation. The function of these bromodomain proteins (Brds) in innate immune response has
Jing Bi et al.
Emerging microbes & infections, 7(1), 108-108 (2018-06-15)
The DosR regulon is believed to be a key factor in latency adaptation of Mycobacterium tuberculosis and is strongly induced by multiple stresses, including hypoxia. Previous studies have revealed reversible acetylation of the conserved core DNA-binding lysine residue 182 (K182)
Yoshihiro Nakamura et al.
The Journal of biological chemistry, 282(6), 4193-4201 (2006-12-07)
The BET (bromodomains and extra terminal domain) family proteins recognize acetylated chromatin through their bromodomain and act as transcriptional activators. One of the BET proteins, BRD2, associates with the transcription factor E2F, the mediator components CDK8 and TRAP220, and RNA
Heinz Neumann et al.
Molecular cell, 36(1), 153-163 (2009-10-13)
Lysine acetylation of histones defines the epigenetic status of human embryonic stem cells and orchestrates DNA replication, chromosome condensation, transcription, telomeric silencing, and DNA repair. A detailed mechanistic explanation of these phenomena is impeded by the limited availability of homogeneously
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